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Stereodivergent Synthesis of ( 2S , 3S , 4R , 5R )- and ( 2S , 3S , 4R , 5S )-[3,4,5-D 3 ]Proline Depending on the Substituent of the γ-Lactam Ring

✍ Scribed by Oba, Makoto; Miyakawa, Akiko; Nishiyama, Kozaburo; Terauchi, Tsutomu; Kainosho, Masatsune


Book ID
121340809
Publisher
American Chemical Society
Year
1999
Tongue
English
Weight
58 KB
Volume
64
Category
Article
ISSN
0022-3263

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Stereoselective synthesis of (2S,3S,4R,5
✍ Makoto Oba; Tsutomu Terauchi; Jun Hashimoto; Tomohiro Tanaka; Kozaburo Nishiyama 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 227 KB

A catalytic deuteration of protected 3,4-dehydro-L-proline using RuCI2(PPh3) 3 followed by RuO~-oxidation gave a 3,4-dideuterated L-pyroglutamic acid derivative which is considered to be a promising precursor for various deuterated amino acids. The present study demonstrates a stereoselective reduct